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Holiday rentals in Downtown Springfield

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Top-rated holiday rentals in Downtown Springfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A charming bungalow features a gray exterior with white trim and a pink door. Flanking the entrance are two columns, and two windows are positioned symmetrically on each side. Outdoor lighting adds a warm touch to the inviting facade, framed by lush greenery.
Home in Phelps
4.98 out of 5 average rating, 232 reviews

The Phelps Grove Guesthouse

Watch the morning light filter through the windows, curl up on the couch with a good book, and rest comfortably at the Phelps Grove Guesthouse. Whether you’re in town for business or fun , this will be your perfect home base. Three bedrooms with room for six to sleep, a bright bathroom, a fully-equipped kitchen, and technological amenities will make your stay comfortable and sleek. Need more room? Check out our second listing in our host profile just around the corner: The Delmar Guesthouse.

Top guest favourite
An open living area features a charcoal sectional sofa arranged around a circular wooden coffee table. A flat-screen television is mounted on the exposed brick wall, and a sleek kitchen area with modern bar seating is visible in the background.
Loft in Downtown Springfield
4.86 out of 5 average rating, 179 reviews

Beautiful historic Loft

Come stay with us in this beautifully restored historic loft with upscale amenities. Located in the heart of Downtown Springfield. This luxury loft was once a historic building dating back to 1920’s and still boasts the exposed brick and original hardwood floors. This loft will sleep 4 with a king bed, futon, and pull out couch. There is one bathroom and a wash room with washer and dryer. The loft is Walking distance from fine dining, breweries, night clubs, coffee shops, and so much more!

Guest favourite
The exterior of the property features a welcoming porch with a white railing and steps leading to the entrance. A flag is displayed on the front, while blue shutters frame the windows, adding a touch of charm to the light-colored facade.
Flat in Downtown Springfield
4.86 out of 5 average rating, 441 reviews

Comfort and Convenience! Close to Downtown Spfd.

This remolded 1897 Gem combines turn of the century charm with the latest and greatest amenities. We have thought of everything to make your stay comfortable. From the fully stocked kitchen, comfortable mattresses and furniture, to the smart TV and washer and dryer. Located just 3 blocks from downtown Springfield, less than a mile from MSU and less than 2 miles to Bass Pro and Wonders of Wildlife -we are close to everything. Included is off street parking in the attached parking lot.

Guest favourite
A spacious bed is set against a patterned wall featuring geometric designs. Two decorative pillows adorn the bed, and a soft blanket is casually draped across the foot, while natural light filters in through a nearby window.
Flat in Springfield
4.98 out of 5 average rating, 629 reviews

Gorgeous studio apartment in perfect location

Avoid hotels and treat yourself to a private, beautifully-decorated, dog-friendly studio apartment next door to Springfield’s best Italian deli and an Asian bubble tea cafe! We are located at the edge of a safe & scenic neighborhood, and within walking distance of restaurants, a night club, and MERCY HOSPITAL! MSU, Bass Pro Shops & the Battlefield Mall are within 2 miles. We are 10 minutes from the downtown nightlife, 20 minutes from the airport, and 45 minutes from Branson.

Top guest favourite
Home in Rountree Area
4.97 out of 5 average rating, 406 reviews

Modern Historic Bungalow- Walk to Brewery & Food

This bungalow has been completely remodeled while still maintaining the historic charm. The home will sleep six, has a private office, laundry facilities in the basement, and is great for families with small children. We've thought of everything to make your stay comfortable. Home includes a chef's kitchen, high end finishes and furnishings, large kitchen/dining area, and is steps from local eateries and a brewery. You'll enjoy your stay in this updated Rountree bungalow!

Guest favourite
A modern living area features exposed brick walls and hardwood flooring. A spacious leather sofa is positioned across from a large flat-screen TV. Decorative lighting elements along with a small dining table and plants add a touch of warmth to the space.
Loft in Springfield
4.92 out of 5 average rating, 537 reviews

Beeman's Brick Loft

Beeman’s Loft gives you a view into the mid-century look at Historic Springfield. This two bedroom loft living space includes a private deck perfectly suited for an Urban sunset evening, including grill and chiminea. Beeman’s is walking distance from lounges and dinning, including some of trip advisors favorite eats! With a modern feel, this Loft includes a walk-in shower and a jetted tub, full kitchen for entertaining and space for a great night on Historic C-street.

Guest favourite
The exterior of the converted gas station features a stone structure with a portico adorned with colorful lights. A red jeep is parked beneath it, while green grass surrounds the area. Tall trees and a house can be seen in the background.
Tiny home in Springfield
4.8 out of 5 average rating, 1,015 reviews

1920 Stone Gas Station

This is a solid stone 1920 gas station that has been converted into a tiny house. It is two blocks off of old Route 66 within quick walking distance, (3 blocks) of downtown with lots of restaurants, clubs and cinemas and theaters. Park under the portico just feet from the front door. There is a living area and a full size bed beside a kitchen. There is a place to hang clothes. It has pressed tin ceilings and hardwood floors and a decorative electric wood stove.

Guest favourite
An open-concept living space features exposed brick walls and wooden beams. A spiral staircase leads to the upper level. The kitchen showcases stainless steel appliances, while a large couch occupies the lounging area, inviting relaxation. Ample natural light floods through the large windows.
Loft in Downtown Springfield
4.94 out of 5 average rating, 781 reviews

WestBrick Luxury Loft

A gem in the heart of downtown Springfield. Designed by award winning architect Matthew Hufft. Conveniently located on McDaniel Street directly across from the parking garage, this rental is walking distance from all that downtown Springfield has to offer. Superior finishes include: granite counters, exposed brick walls, exposed beam ceiling, stainless steel commercial grade appliances with 6 burner gas range and wine fridge, marble mosaic floors and glass shower.

Top guest favourite
The exterior of the garage loft is showcased, featuring white siding and decorative lanterns. A paved driveway leads to the double doors, with green planters and hanging flower arrangements. In front, metal lawn chairs are arranged on the smooth concrete, overlooking a verdant garden area.
Loft in Springfield
4.97 out of 5 average rating, 533 reviews

Historic Neighborhood Studio

Centrally located in the heart of Springfield’s (voted) most beautiful historic neighborhood. WITHIN WALKING DISTANCE to Eateries, Coffee and Bars. Loft is near Downtown, MSU, Expo Center, WOW Museum, Mercy and Cox Hospital, flea markets, Route 66, Juanita K. Hammonds, and Cardinals Stadium. -Cotton bedding, comfortable mattress, Fiber optic Internet, Roku, DISNEY+ and a private laundry space. -Garage space: storage and two bikes available

Top guest favourite
The exterior of the building features a light-colored facade with vertical wooden siding. A small window is situated above the double doors, which are adorned with decorative glass panes. Lush greenery with purple flowers is seen framing the entrance.
Flat in Springfield
4.96 out of 5 average rating, 475 reviews

Queen City Getaway *Private-Quiet-Convenient*

A hidden gem in the crown of the Queen City. Charming getaway centrally located in the most happening neighborhood in town. Located near Wonders of Wildlife, Springfield Art Museum, MSU, downtown, dining, live music & a great neighborhood brewery. This quaint home away from home has all of the necessary amenities to enjoy your stay in the Queen City. Secure private entrance and off street parking. **No Pets**

Top guest favourite
A bright living area features a soft rug under a round wooden coffee table, surrounded by a dark sofa and a light armchair. Framed artwork adorns the walls, while natural light streams through two windows draped with light curtains.
Cottage in University Heights
4.96 out of 5 average rating, 357 reviews

Sunshine Cottage

Welcome to 🌞 The Sunshine Cottage 🌞! This cozy space is centrally located in Springfield, close to many restaurants and local attractions. Built in the 1930’s this house has both charm and amenities that make you feel at home. We are pet friendly! If traveling with your pet, please make sure to add them as guests to your booking to account for the pet fee.

Top guest favourite
A charming small cottage is surrounded by well-maintained gardens. Outdoor seating is provided with wooden chairs and a small table. Colorful chairs are positioned near the windows. Lush greenery lines the pathways, creating a serene environment that invites relaxation.
Home in Downtown Springfield
4.87 out of 5 average rating, 541 reviews

The Little House - NO CLEANING FEE

The Little House is a small 2-room former caretaker cottage. It includes a bedroom/kitchen/sitting room and a bath. The kitchen includes a hot plate, refrigerator, and a combination convection oven/toaster/air fryer. Heating and cooling is with a super quiet mini-split heat pump. The bed is a double size with a super comfortable CoolGel mattress.

Popular amenities for Downtown Springfield holiday rentals